Efficient complexation between pillar[5]arenes and neutral guests: from host-guest chemistry to functional materials

Since their discovery in 2008, pillar[ n ]arenes have been a popular family of macrocyclic arene hosts due to their accessible one-step synthesis, convenient functionalization, symmetrical prism structures and perfect cavity host-guest properties. Compared with other macrocyclic hosts, the most pecu...

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Published inChemical communications (Cambridge, England) Vol. 52; no. 64; pp. 9858 - 9872
Main Authors Wang, Yiliang, Ping, Guchuan, Li, Chunju
Format Journal Article
LanguageEnglish
Published England 02.08.2016
Subjects
Accessibility
Aromatic compounds
aromatic hydrocarbons
Binding
binding capacity
Calixarenes
chemical reactions
Complexation
Crown ethers
ethers
macrocyclic compounds
Materials science
polymers
Recognition
topology
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Summary:Since their discovery in 2008, pillar[ n ]arenes have been a popular family of macrocyclic arene hosts due to their accessible one-step synthesis, convenient functionalization, symmetrical prism structures and perfect cavity host-guest properties. Compared with other macrocyclic hosts, the most peculiar recognition behavior of pillararenes is the strong binding affinities of pillar[5]arenes (P5As) towards neutral guests in organic media, which is unfeasible for classic crown ethers and calixarenes. The intriguing properties have found extensive applications in many fields from supramolecular chemistry to materials science. This feature article provides a detailed summary of the molecular recognition of P5As and neutral guests, where the driving forces, binding mechanisms, and binding selectivities are comprehensively discussed. Furthermore, brief highlights of research progress in the functional applications based on the neutral guest⊂P5A motifs were also discussed, including the construction of complex topological superstructures ( e.g. rotaxanes, catenanes and daisy chains), supramolecular polymers, and functional materials. This feature article covers the molecular recognition of pillar[5]arenes and neutral guests, and its application in making supramolecular structures, polymers and functional materials.
Bibliography:Chunju Li He obtained his PhD degree from Nankai University under the supervision of Prof. Yu Liu in 2007. After a year as a group leader at Sundia MediTech Company, Ltd., he joined Shanghai University in 2008. He was promoted as an Associate Professor in 2010 and as a Professor in 2015. From 2014 to 2015, he was a postdoctoral fellow with Prof. Jonathan L. Sessler at The University of Texas at Austin. His research is focused on pillar[n]arene/biphen[n]arene based molecular recognition and self-assembly, and the design, synthesis and host-guest chemistry of new macrocyclic hosts.
Yiliang Wang grew up in Guangxi, China. He took part in Chunju Li's group in his third year of university, and obtained his BE degree in Chemistry from Shanghai University in 2015. Now, he is pursuing his Master's degree under the guidance of Professor Chunju Li. His research interest is focused on the design and host-guest properties of new macrocyclic molecules.
Guchuan Ping was born in Shanghai, China, in 1995. He is in his second year in the Department of Chemistry of Shanghai University. He joined the laboratory of Prof. Chunju Li in 2015. His current research interest is the synthesis of new water-soluble pillararenes/biphenarenes and their self-assembly behavior.
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/c6cc03999e